55123-94-9

Upstream product

• 38851-76-2 methyl-(1-naphthyl)(phenyl)phosphine 
• 122888-70-4 S-triphenylstannylmethyl 1-naphtylphenylphosphinothioate 
• 591-51-5 phenyllithium 
• 74-88-4 methyl iodide 
• 122888-77-1 S-tributylstannylmethyl 1-naphtylphenylphosphinothioate 
• 917-54-4 methyllithium 
• 75-03-6 ethyl iodide 
• 15849-86-2 methyl(phenyl)chlorophosphine 
• 703-55-9 1-naphthylmagnesiumbromide 
• 19432-41-8 α-Naphthyl-methylphenyl-(methoxycarbonylmethyl)-phosphoniumbromid 
• 7301-81-7 methyl-phenyl-phosphinic acid ethyl ester 
• 6389-79-3 methyl methylphenylphosphinate 

Downstream Products

• 38851-76-2 methyl-(1-naphthyl)(phenyl)phosphine 
• 135081-21-9 (RS,SR)-2-hydroxy-2-phenylethyl(1-naphthyl)phenylphosphine oxide 
• 135081-21-9 (RS,RS)-2-hydroxy-2-phenylethyl(1-naphthyl)phenylphosphine oxide 
• 104449-91-4 1-(Iodomethyl-phenyl-phosphinoyl)-naphthalene 
• 288248-53-3 (+/-)-methyl(1-naphthyl)phenylphosphine borane 
• 37775-92-1 (S_P*)-methyl-(1-naphthyl)phenylphosphine oxide 
• 1354049-87-8 C₁₇H₁₅ClP⁽¹⁺⁾*Cl^(1-) 
• 135081-23-1 benzoylmethyl(1-naphthyl)phenylphosphine oxide 

Relevant academic research and scientific papers

Sodium in liquid ammonia - A versatile tool in modifications of arylphosphine oxides

A simple and practical method for modifications of tertiary arylphosphine oxides based on their reaction with sodium in liquid ammonia is presented. Depending on the structure of the starting compounds, either dearomatisation of the phenyl substituent or cleavage of a P-aryl bond from phosphorus atom can be selectively performed and the corresponding (1,4-cyclohexadien-3-yl)phosphine oxides or secondary phosphine oxides were obtained in good to excellent yields.

THE 1,3-DIASTEREOSELECTIVE SYNTHESIS OF 2-HYDROXYALKYLPHOSPHINE OXIDES BASED ON A CHIRAL PHOSPHORUS CENTER

The title reaction was investigated from the following two approaches; direct addition of α-metallo derivatives of methyl-1-naphthylphenylphosphine oxide with benzaldehyde and reduction of the corresponding 2-oxoalkylphosphine oxide.The diastereomer ratio was determined by 31P NMR spectroscopy.The major diasteromer was (R,S)- or (S,R)-3, however, the reverse result was obtained only when diisobutylaluminum hydride was used as a reducing reagent.Transition state models were proposed in order to explain the stereochemistry.

THE WITTIG REARRANGEMENT OF CHIRAL PHOSPHINOTHIOATES INDUCED BY THE TIN LITHIUM TRANSMETALLATION

The title reaction using optically active S-stannylmethyl phosphinothiaoates, followed by quenching with alkyl iodide affords mainly the corresponding (alkylthiomethyl)phosphine oxides with a retention of configuration.

Chromatographic Resolution of Racemic Compounds Containing Phosphorus or Sulfur Atom as Chiral Center

Racemic compounds containing a phosphorus or a sulfur atom as a chiral center were resolved by high-performance liquid chromatography on optically active (+)-poly(triphenylmethyl methacrylate).The resolved compounds include insecticides such as O-ethyl O-(4-nitrophenyl)phenylphosphonothionate (EPN), O-(4-cyanophenyl)-O-ethyl phenylphosphonothionate (cyanofenfos), and 2-methoxy-4H-1,3,2-benzodioxaphosphorin 2-sulfide (salithion).

SYNTHESE DIRECTE DE PHOSPHINES TERTIARIES RACEMIQUES ET DE CHLOROPHOSPHINES DISSYMETRIQUES

Racemic tertiary phosphines are obtained from dichlorophenylphosphine by a "one pot" synthesis in two steps: (1) condensation of one equivalent of an organocadmium, and (2) substitution of the second chlorine by another organometallic compound.The phosphines liberated from the resulting complexes can be stabilised by direct complexation with cuprous salts.The monochlorophosphines can be isolated in the first stage when their cadmium complexes are submitted to ligand exchange with pyridine.